[3-Nitro-5-(trifluoromethyl)phenyl]methanol

Base Information

• Chemical Name: [3-Nitro-5-(trifluoromethyl)phenyl]methanol
• CAS No.: 180146-66-1
• Molecular Formula: C8H6F3NO3
• Molecular Weight: 221.136
• Hs Code.: 2906290090
• European Community (EC) Number: 895-673-8
• Mol file: 180146-66-1.mol

Synonyms:180146-66-1;[3-nitro-5-(trifluoromethyl)phenyl]methanol;(3-Nitro-5-(trifluoromethyl)phenyl)methanol;Benzenemethanol, 3-nitro-5-(trifluoromethyl)-;SCHEMBL131155;MFCD11040241;5-trifluoromethyl-3-nitrobenzylalcohol;(3-nitro-5-trifluoromethylphenyl)methanol;DB-362561;(3-nitro-5-trifluoromethyl-phenyl)-methanol;CS-0138703;W19034;EN300-1692682

Chemical Property of [3-Nitro-5-(trifluoromethyl)phenyl]methanol

Chemical Property:

• Vapor Pressure: 0.00171mmHg at 25°C
• PSA: 66.05000
• LogP: 2.62910
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 221.02997754
• Heavy Atom Count: 15
• Complexity: 238

Purity/Quality:

99% ^*data from raw suppliers

[3-nitro-5-(trifluoromethyl)phenyl]methanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=C(C=C(C=C1C(F)(F)F)[N+](=O)[O-])CO

Technology Process of [3-Nitro-5-(trifluoromethyl)phenyl]methanol

There total 4 articles about [3-Nitro-5-(trifluoromethyl)phenyl]methanol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

3-nitro-5-trifluoromethyl-benzoic acid (328-80-3) → (3-nitro-5-(trifluoromethyl)phenyl)methanol (180146-66-1)

Guidance literature:

3-nitro-5-trifluoromethyl-benzoic acid; With dimethylsulfide borane complex; In tetrahydrofuran; at 20 ℃; for 16h;

With methanol; In tetrahydrofuran;

Reference yield: 55.0%

methyl 3-nitro-5-(trifluoromethyl)-benzoate (22227-63-0) → (3-nitro-5-(trifluoromethyl)phenyl)methanol (180146-66-1)

Guidance literature:

methyl 3-nitro-5-(trifluoromethyl)-benzoate; With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 ℃;

With hydrogenchloride; In tetrahydrofuran; water;

Reference yield:

3-(trifluoromethyl)benzoic acid (454-92-2) → (3-nitro-5-(trifluoromethyl)phenyl)methanol (180146-66-1)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid; nitric acid / 4 h / 0 - 40 °C

2: borane-THF / tetrahydrofuran / Inert atmosphere; Cooling

With borane-THF; sulfuric acid; nitric acid; In tetrahydrofuran;

DOI:10.1021/acs.jmedchem.5b00608

upstream raw materials:

3-nitro-5-trifluoromethyl-benzoic acid

methyl 3-nitro-5-(trifluoromethyl)-benzoate

3-(trifluoromethyl)benzoic acid

Downstream raw materials:

1-(chloromethyl)-3-nitro-5-(trifluoromethyl)benzene

3-[(4-methylpiperazin-1-yl)methyl]-5-(trifluoro-methyl)aniline

1-methyl-4-[[3-nitro-5-(trifluoromethyl)phenyl]methyl]piperazine

tert-butyl [3-amino-5-(trifluoromethyl)benzyl]isopropylcarbamate

Refernces

• 1、 Karabanovich, Galina,Du?ek, Jan,Savková, Karin,Pavli?, Oto,Pávková, Ivona,Korábe?ny, Jan,Ku?era, Tomá?,Ko?ová Vl?ková, Hana,Huszár, Stanislav,Konyariková, Zuzana,Kone?ná, Klára,Jand'Ourek, Ond?ej,Stola?íková, Ji?ina,Korduláková, Jana,Vávrová, Kate?ina,Pávek, Petr,Klime?ová, Věra,Hrabálek, Alexandr,Miku?ová, Katarína,Roh, Jaroslav. "Development of 3,5-Dinitrophenyl-Containing 1,2,4-Triazoles and Their Trifluoromethyl Analogues as Highly Efficient Antitubercular Agents Inhibiting Decaprenylphosphoryl-β- d -ribofuranose 2′-Oxidase". . p. 8115 - 8139. Retrieved 2019/09/30.
• 2、 -. "PHTALAZINE DERIVATIVES AS JAK1 INHIBITORS". Page/Page column 46. . Retrieved 2012/04/04.